Discord After Dark

by TheCamel

Rating: mature
Tags: Discord, Princess Luna, My Little Pony: Friendship is Magic, Other, Sex
Length: 5011

Discord found a spare key to Luna's room. What do you think happens?

Princess Luna has a special gift; she can enter the dreams of anypony and converse with them. However, doing so leaves the princess in a vulnerable state. She locks her door every night to prevent anypony from disturbing her, and only her most trusted guards have a key to her chambers.

Well, used to... now Discord has a key as well.

Published 2015-07-29 16:40:02 UTC
Last updated 2015-08-01 21:56:35 UTC

1. Me, Cheat?

Caelum looked down at the cards he had been dealt and broke out in a cold sweat. 'No way. I... I was so sure I would...' he thought.

"Yippee! Looks like my lucky rabbit foot paid off after all." Discord shouted gleefully, raising a third lower limb that had magically appeared and showed off a twitching rabbit's leg.

Caelum's eyes immediately locked on to the pile of bits that were in the middle of the table. The other two guards at the table didn't look too happy about losing their bits, but Caelum had lost more than a few hours pay. No, what he just lost would have him fired for sure.

Or sent to the moon.

Or sun.

Or both.

One of the other guards leaned towards the poor pony and hissed an obvious warning. "You know Princess Luna's going to have your flank for this, right?" Auriga whispered to Caelum.

Caelum gulped as he watched as Discord picked up the key that was sitting on top of the pile of bits. A wicked grin was plastered on the Lord of Chaos' face as he ignored the bits and admired the bluish-black key now in one claw, causing Caelum's face to pale. Discord noticed the nervous look on the loser's face and adopted a concerned look of his own.

"Oh, fret not my poor pony. You were so close indeed. Who would have thought that your straight flush would have lost to MY straight flush by just one number? Just poor luck I suppose." he taunted.

Caelum's gaze lowered back to the table, first looking at his straight flush before looking at Discord's own. He had been so sure that he would win this final round, but he didn't have the bits that Discord had been reluctant to put forward. Payday wasn't for another week and his buddies were tired of lending the gambling addicted guard their own bits, leaving him left with only two options; walk away a poor stallion, or risk the key to Luna's bedchamber that he had sworn to protect with his life.

He looked to Auriga for help but the senior guard had already collected his bits and had gotten up to leave. Catching the helpless look of the newer elite guard, Auriga simply shrugged indifferently before leaving with the other guard.

Discord teleported over next to Caelum and placed a 'reassuring' paw on his shoulder. "Oh, chin up, my gloomy guard. It's not like you just spent the past year or so training to be one of Princess Luna's elite guards and just lost one of the most important responsibilities of your entire life and career. Oh, maybe you just did. Yup, definitely just did." he said none-too-helpfully while twirling his newest prize around.

Caelum immediately began groveling in front of Discord. "Please, you have to give that back, I can't lose that! Princess Luna would have me banished to Tartarus knows where if she found out! I'll buy it back, I'll have the bits for you next week!" he panicked.

Discord shook his head before magically placing all his winning bits into a sack. "Sorry, chum, but a deal's a deal. Maybe you can win it back at next week's game." he offered.

Seeing his new career already over, Caelum collapsed on the cold stone floor, his mind unable to help but think of the shame he had just brought upon himself and his entire family. His father, a retired lieutenant, would surely disown him immediately. Well, that was assuming the princesses didn't just erase him from history. Past guards had died protecting access to the princesses private quarters throughout time and had been honored for their sacrifice, but here was the first pony ever to lose on willingly.

In a game of poker, no less.

Just as he was about to leave the room, Discord's eyes lit up momentarily before he adopted a look of concern and turned back to Caelum. "Now, now, don't look so glum, chum. I've had a change of heart after all. The power of, um, friendship and all that whatnot. I'll give you back the key if you'd like." he offered, holding out the key.

The poor guard's eyes lit up like a thousand suns and smiled broadly. 'I'm saved!' he thought happily, but when he reached out a hoof his expression changed to surprise when Discord pulled the key back.

"Well, not quite. I'll let you earn it back. That sounds fair, right?" he said, dropping the key into a pocket that somehow appeared on his hip.

Caelum gulped, unsure of what was in store for him. "B-but I need that for my shift tomorrow." he said nervously.

Discord smiled. "Perfect, because you'll earn it back tonight. Meet me outside Luna's chamber tonight at midnight. Don't be late" he cackled before disappearing into thin air.

Caelum collapsed onto the floor once more. 'Dear Celestia, is he going to turn me in to Princess Luna?!' he thought in a panic. He soon managed to calm himself after figuring that Luna would surely banish Discord as well, and after his latest stunt of turning certain staircases into slides under numerous ponies, Discord would want to avoid any unwanted attention as much as possible himself. Caelum stood up and glanced once more at the cards still on the table before swiping them off the tabletop with a pass of his wing, causing all 52 cards to end up strewn all over the floor. Causing the docile mess made Caelum feel a bit better, but not much. Still, it worried Caelum greatly that he would have to 'earn' back the key later tonight.

Nopony 'earned' anything from Discord very easily.

With nothing else but to wait until midnight, Caelum left the room and shut the door behind him. It was unfortunate that he didn't stick around for a few more seconds and clean up the mess of cards that he made. Had he stayed just a little longer, he would have seen five of the cards begin to fizzle and reveal the real suits and numbers appear from under a layer of magic ink.

2. We Can Do Anything. Anything!

Caelum cautiously walked down the dark, lonely hallway towards Luna's private quarters. Despite his best efforts, his hoofs echoed with each step, giving away his presence to anypony that may be even remotely close by. However, he somehow managed to make it almost all the way to his goal without running into any other pony, and surprisingly when he peeked around the last corner he saw a distinct lack of any guards outside Princess Luna's room.

Instead, a familiar draconequus was leaning against the wall next to the ornate door, twirling a familiar key around haphazardly.

"Right on time!" Discord said slightly too loudly for Caelum's tastes as he approached.

"Shh! Quiet! You'll get us caught!" the scared pony hissed.

Discord spread his arms dramatically. "Look around, nopony else is here! It's just you and me." he said.

The fact didn't cause Caelum to feel any better. "Can we go now? I'm here, aren't I?" he whined.

Discord shook his head before inserting the key into the lock. The soft 'click' of the key unlocking the door sounded like a deafening boom to Caelum, and before he could protest anymore Discord cracked open the bedroom door and slipped inside the room.

Caelum's heart froze when he saw Discord go inside. Protocol prohibited anypony from entering Princess Luna's private bedchambers unless approved by Princess Luna herself, and here he was, Private Caelum, letting the chaotic maniac Discord loose inside. 'And I haven't even been a guard for a month yet!'

"Psst! Discord. Hey, Discord." Caelum hissed through the ajar doorway. There was of course no response, so Caelum slowly poked his head inside to see if he could find Discord. "Psst! Hey, you in-"

With a sudden flash of light, Caelum found himself pulled inside the room with magic, teleported next to Discord in the blink of an eye. He brought a hoof to his mouth as nausea set in. Being a pegasus, he always felt a little sick going through teleportation training in basic training, and was something he tried to avoid at all costs. Thankfully, it only took a few moments for the sickly feeling to subside, but as he became aware of his surroundings a new feeling of illness began to set in.

'Oh Celestia's flank, I'm in Princess Luna's room.'

'OH LUNA'S FLANK, PRINCESS LUNA'S RIGHT THERE!'

Caelum staggered backwards as he finally realized that he and Discord were standing right next to the Princess of the Night herself. Caelum quickly cowered on the floor when he saw that Luna's horn was aglow with magic, and for a few split seconds he saw his short life flash before his eyes. Only when almost a full minute had passed did the pegasus guard open his eyes, wondering why he hadn't been obliterated yet.

Discord fell onto the ground. "Ahahaha! You should have seen the look on your face!" he laughed.

Taking a moment to look closer, Caelum saw that Princess Luna's eyes were indeed closed as she lay upon her bed, and though her horn was lit there didn't seem to be any spell being cast. "Is... is she asleep?" he wondered aloud.

It took a few moments for Discord to regain his composure. "Not quite. She's off influencing the dreams of ponies or something like that." he said, drawing dangerously close to the princess. "Oh, don't worry so much. She won't wake, even if you poke her. Watch."

Caelum flinched as Discord poked the tip of Princess Luna's muzzle, but true to Discord's words she didn't even stir.

"See?" Discord said proudly. "So long as you don't interrupt her magic or touch her too hard, she won't wake up or ever know we were here."

Caelum cautiously approached the 'sleeping' princess and waved a hoof in front of her face. He felt a wave of relief wash over him as he saw that the princess didn't seem to notice him at all, but the discomfort of being in Princess Luna's room was still as strong as ever.

"Can we go now? We're done in here, right?" he asked nervously.

"Oh, come now, surely this is a once in a lifetime opportunity you don't want to miss out on." Discord said as he slowly walked around Luna's bed. "Surely you must have been curious as to what she does all night in her room. Well, now you have free access to her room every night!"

Caelum backed away from where Luna lay. "B-but how do we know she won't wake up right now?" he worried. "If she... right now... we'd both be dead."

Discord sighed impatiently. "She's off monitoring the dreams of every pony in Equestria. EVERY. PONY. Do you know how many ponies there are out there? She's busy every second of the night."

Despite Discord being, well, Discord, Caelum knew there was truth in his words. Visiting everypony in Equestria, even in their dreams, was no small task and would surely occupy her entire night. "So... what are we supposed to be doing in here?" he asked.

"Whatever we want to, my little pony!" Discord said, spreading his arms wide open before walking over to a dresser. "Anything your heart desires. I think Luna here keeps her spare crowns in here. Yes, ta-dah!"

Caelum ignored Discord as he began trying on an assortment of Luna's items and instead took a look around the room. It was the first time he had ever seen the inside of Luna's bedroom, and he doubted many other guards had ever seen what lay inside. There was of course also little doubt that no other guards had ever witnessed the princess in her current state of unconsciousness due to how vulnerable she was at the moment. In her current state she appeared to be completely helpless and exposed. Even when Discord had touched her muzzle she didn't stir. 'I wonder what it would take to wake her up...'

The look of curiosity on Caelum's face was more than noticeable to Discord. "She doesn't react to any sounds, no matter how loud. The only time I've ever managed to wake her was when I... er, I mean I saw somepony throw her down some stairs."

"You what?!" Caelum gasped in shock. "Wait, you've snuck in here before?!"

"No no no." Discord said. "I said somepony else made her fall and all that. I just happened to be walking by when she woke up, is all. But that was when she would spend her nights in the astronomy tower. Ever since then she's been locking herself away in here, where it's no fun."

Curiosity was once more rearing its head inside Caelum's head. "So, um, what would her limit be, then?" he asked hesitantly.

Discord smiled as he finally broke through. "Oh, well, something like this." he said mischievously. Before Caelum could react and stop him, Discord 'poofed' over back next to Luna, raising her tail with his claw while his paw reached back. Time seemed to freeze for a moment before Discord followed through with his demonstration, firmly slapping Luna's flank. It definitely wasn't as hard as he could have, but it was with enough force that a normal sleeping pony would wake up in shock.

Caelum flinched and held his breath in fear, but to his relief Princess Luna remained in her strange trance. "What are you doing? You're going to wake her!" he snapped at Discord.

"Haven't you been paying attention? I told you, I know how much one can get away with." Discord replied. "Besides, you can't say you haven't wanted to try that yourself."

Despite his training telling him to say no, Caelum couldn't help but admit to himself that watching Discord temporarily reveal Princess Luna's flank had begun to fulfill the fantasy that he and many other guards secretly held. Still, the sense of duty outweighed the urge to act upon his more primal instincts.

And he hoped it would stay that way.

Discord pushed Caelum forward so he was closer than ever to the 'sleeping' princess. "Go ahead, see for yourself." he urged.

Caelum didn't know why he was following Discord's advice, but before he knew it he had extended a hoof and was touching the exact spot Discord had slapped just moments ago. His hoof made a small circular pattern, perhaps in an effort to rub away any pain that may have been lingering from Discord's strike.

Discord smiled in satisfaction. "See? You're perfectly safe. Nopony will ever know." he said slyly.

Discord's words only made it halfway through Caelum's head before they dissipated. The guard pony was completely mesmerized by Luna's body, and without even knowing it his outstretched hoof was slowly beginning to move underneath Princess Luna's tail. He wasn't quite touching it yet, but he could already feel the heat from... her...

"Anyway!" Discord suddenly announced, causing Caelum to quickly withdraw his hoof. "I forgot to grab something before coming here. Not sure where I left it... could have left it all the way... or maybe... no matter. I'll be back eventually, but don't let that stop you from having some fun until I return."

Snapping his talons, the doors to Luna's bedroom shut and locked before Discord disappeared off to Celestia-knows-where, leaving Caelum alone with the princess. He glanced at the clock, seeing that it had only been 20 minutes since he and Discord met outside her room. Changing his focus, he looked back at the unconscious princess in front of him, and more specifically, her available and unguarded flank.

3. ...Not What I Had In Mind

The sound of a ticking clock was the only thing breaking the silence as Caelum stood still, his eyes fixated on Princess Luna. He wasn't sure how much time had passed since Discord had left the room, but as the seconds ticked by he found himself being drawn back towards her. He noticed that her breathing was extremely shallow yet her body remained warm when he touched her before, and once more he found himself reaching out to touch her. Her body was still as warm as before, and with Discord no longer present to stop him, Caelum brought his hoof back to her flank and gently stroked her shimmering tail.

A familiar feeling swept over Caelum as he continued stroking her tail; the same feeling he had felt long ago when he had looked at his first PlayColt magazine. Looking at the various mares exposing and spreading themselves while in his room, hoping his mother or father wouldn't come in unannounced and catch him looking at the smutty magazine... the whole thing provided not only a state of arousal, but a thrilling yet scary rush of possibly being caught. However, if he were to be caught now there would be a much harsher punishment awaiting him than simply being grounded for a few days.

The urge to touch Luna once more proved to be too great to resist. 'Discord... Discord said that as long as I... don't do anything too hard... yeah...' he thought as he gently placed his hoof on her flank once more. Having been emboldened, he pressed slightly harder than he had dared to before while massaging Luna's flank, ever so slowly moving his hoof back towards the part of her body that her tail covered. Instead of stroking her tail again, he let his hoof remain against her warm body, and before he knew it his hoof made contact with the very edge of her marehood.

'I... did it.' he thought before immediately retracting his hoof. His quick motion caused Luna's tail to be flung up slightly, allowing Caelum to once again peek at her in places that no other pony would normally be allowed to see. He held his breath momentarily to make sure that he hadn't somehow waken the princess, and once he was sure he was safe he moved back forward yet again.

Feeling more confident, Caelum placed both of his front hooves on Luna's rear, gently kneading her butt while a smile formed on his face. The countless weeks of being yelled at by his drill instructors, marching in the extreme heat and cold rain, and the hours and hours of classroom tests were now paying off in a way Caelum would have never guessed. He silently thanked Discord for winning that last round of poker as he carefully slid Princess Luna's tail aside, finally giving him an unrestricted and uninterrupted look at Princess Luna's private spot.

"Wow." Caelum couldn't help saying. He had of course seen a mare's pussy before, both in magazines and previous mare-friends, but Luna's crotch was truly absolutely perfect. Everything looked so tight and hot, her foal hole gaping just every so slightly as if beckoning him to enter her body.

"Oh dear Cel- dear Luna..." he sighed. He carefully spread her flank apart, opening her holes a little bit more and furthering his own excitement. His cock began to harden as he imagined sinking his rock-hard rod into her tight opening, fucking her forcefully until he filled her snatch with his seed over and over. Nothing was hotter to him than the thought of knocking up one of the princesses, and here he was, in a once in a lifetime opportunity. He regretfully released her flank with one hoof but began to stroke himself while peeking at the remaining scene in front of him, making sure to keep her tail pulled to one side as he fantasized over knocking up the princess in front of him.

'Mmph, oh yeah, she looks so good. I wonder- mmm, I wonder if she's quiet or a screamer.' Caelum thought as he stroked his cock faster. He imagined that she was vocal in bed, that she would wrap her legs around his body and pull him in closer... deeper... into her body, wanting every inch of him inside of her. She would be asking- no, begging him to fuck her harder, and of course for him to release his seed inside of her. And of course she wouldn't just stop there; she would ask him to take her again. And again. All night long.

"Ahh... yeah, of course my dear princess. I... ah- AH!" he gasped. Unable to control himself, Caelum lost all self control and felt his orgasm quickly rush up out of nowhere. There was no time to stop or even think of slowing down, and with a loud grunt he began ejaculating. Seven strong spurts of cum fired out of the tip of his cock, his seed splattering all over what was in front of him.

Which was Princess Luna.

More specifically, her exposed crotch.

"Yeah... oh yeah... oh FUCK!" Caelum gasped, his head finally clearing up enough to realize what he had just done. "Oh fuck fuck fuck fuck!"

He scrambled backwards in horror and fell off Luna's bed but he quickly scrambled back on his hooves, his eyes wide with horror at what he had just done. Streaks of white now painted Luna's body; hints of his cum splattered over her cutie marks and back almost up to her wings, but the majority of his seed was plastered against her vulva and anus. He finally broke from his frozen state of shock as he saw his cum beginning to slide down her body towards her bed sheets, which if the two met he would never be able to hide the evidence of what he had just done.

'Oh Tartarus, I need something to wipe it up with!' he panicked. Looking around the room quickly, he saw no tissues or other disposable items to wipe his cum up with. He didn't dare use any of her clothes in her closet, nor did he want to start searching her drawers for anything. 'Maybe if I scoop it up, or...'

Rushing back to Luna's bed, Caelum use the tip of one of his wings to nudge the dripping cum back up Luna's crotch. A few wipes with his wing brought him out of immediate danger, but now he could tell that during a few of the wipes the very tip of his wing began penetrating her slippery pussy. The thought that he may have accidentally pushed some of his semen into her snatch never registered in his head; instead, he wondered if he could hide the evidence by rubbing it all around.

Replacing his wing with his hoof, Caelum began to slowly massage the remaining cum around Princess Luna's flank, spreading out the fluid and rubbing it into her fur. The method seemed to be working; there would be some faintly sticky residue left over for sure, but it hopefully wouldn't be too noticeable. At the very least, somepony sneaking into her room and jizzing on her flank would be the last thing on Luna's list of suspicions.

Standing back to look at his work, Caelum saw that little evidence remained of his deed. However, another problem arose; his shaft had hardened once more when he had rubbed his cum around her body and was aching for release again. An extreme conflict arose in his head; he wanted nothing more than to coat her flank with his sperm once again but he had no idea if he would be able to hide a second load, not to mention he could be caught at any time. Reason screamed for him to stop while he was ahead, to not risk such a foolish thing, but his desires and primal instincts urged him to repeat his actions. 'Just... once more... just a little bit... yeah, just... a little... more...'

Caelum once again positioned himself almost on top of the princess, eagerly stroking his cock once more as he stared down at Luna's ass. He wondered how many stallions, if any, had ever had the honor and luck to see what he was seeing, and if the princess had ever allowed them to mate with her. He didn't believe so, imagining himself as the only stallion to ever get so close to her like this. The only one... the luckiest one.

Feverishly stroking his cock, his mind then wandered to what it would be like if he ever became her coltfriend. 'I bet she'd let me try anything, even anal. She'd be so tight back there, and she'd take all of me. I'd start slow, but then ravage her so hard. Yeah... yeeaaahhhhhh...' he thought, closing his eyes as he pictured her crying out in pleasure as he took her tightly puckered hole. She'd ask him to do it again and again, offering herself to him whenever he wanted...

Caelum groaned out loud as his cock erupted once more. Though not as powerful as the first time, he still managed to shoot out five strong spurts of cum. He sighed as the last spurt left his body, wishing instead that his cum was deposited into one of Luna's tight, needy holes, but for now he was satisfied with coating her body again with his cum. Opening his eyes, he saw that his aim was right where he wanted; his cum now covered Princess Luna's pussy and asshole completely.

Caelum let himself collapse back onto the floor while he regained his breath. He dearly wished he brought his camera to remember this day for the rest of his life, but maybe there'd be a next time...

After a few moments, Caelum finally managed to stand up once more. Figuring twice was enough for one night, he turned to 'clean up' his mess, but when he looked over at Luna his heart stopped cold. He had waited too long, his cum having been subjected to the forces of gravity. The majority of the white fluid had dripped down the alicorn's crotch and was now pooled below her on her bed sheets.

'Oh crud, fuck, shit!' he panicked. There was no way he could remove any stains his cum left on the satin sheets. Had he been a unicorn he could have easily hid the evidence with magic, but being a pegasus...

He dared not touch the mess, fearing that he would only spread the stain and rub it in deeper into the fabric. Panic filled Caelum's head, and when he thought he was a dead pony for sure he heard a soft 'POP' behind him.

"I'm baaaack!" Discord announced. "Sorry for the delay, turns out I left some stuff all the way in Saddle Arabia. Anyway, I have- what's going on here?"

Caelum tried to hide his half-rigid cock, but the mess left on Luna's bed and flank was more than enough to let Discord know what had gone on. "Uh..." the scared pony started to say.

Discord made a face of disgust. "You take things WAY too far. What were you thinking?"

"What?" Caelum asked in shock. "But you were... wasn't this what you wanted me to do? You were the one who slapped her flank!"

"Was I supposed to slap her face?" Discord replied.

"But you told me to touch her. You raised her tail in front of me." Caelum hissed back.

"What do I look like, some gray pegasus rapist?" Discord threw back, holding up a box of markers and glitter. "I merely wanted to pull an innocent prank or two. You know, write on her face, cover her in glitter. But this... this is too far for even me. I'm out."

Dropping the box, Discord then disappeared in a puff of smoke, leaving Caelum alone once more, more confused than ever. After a brief pause Discord returned once more. "Oh, one more thing." he said. Reaching over, Discord plucked a feather from Caelum's wing and then blew it into the air before quickly disappearing for good.

Caelum watched as the feather went up a few feet before beginning to float back down towards the princess. Gracefully fluttering down, the rather touched down perfectly on the tip of Luna's horn, but as soon as it made contact the magical glow around her horn disappeared and Princess Luna's eyes slowly opened.

With nowhere to run or hide, Caelum stood frozen in fear as the princess became aware of her surroundings and turned to him. "Who is... guard, what are you doing in- what is on my..."

Princess Celestia sighed as she looked over yet another document that required her attention. It was always the task that the princess of the sun hated the most; being trapped inside and signing countless papers as her aids took away the completed papers, only to replace them with a fresh stack of paperwork. It didn't help that her sister was stuck in her room, having informed Celestia that she was not feeling well at all and would not be leaving her room today.

As Celestia scrawled her signature for perhaps the thousandth time that day, a soft pop beside her made her eye twitch momentarily in agitation. "Not now, Discord. I don't have time for any pranks." she said in annoyance.

"What, me? No no no, princess, I simply stopped by to say a friendly hello." DIscord said, raising his arms innocently. "All that boring work doesn't look very fun at all."

"No. It isn't." Princess Celestia replied dryly.

"I bet having to look for another guard for Luna immediately isn't helping either." Discord said with a sly grin.

"No, it's not... wait, how did you know about that?" Celestia said, her quill freezing in midair as she shot a glance at him.

"Um... oh, look at the time." Discord said quickly, his eagerness to poke at the sore subject proving to be too great. "I must really be off! Tea with Fluttershy and all. Ta-tah!"

"Discord!" Celestia shouted after him, but the draconequus had already fled. Celestia buried her head into her hooves as the pieces fell into place. "Not again..."